Here are my thoughts:
Obviously,
Pikachu isn't evolving or leaving.
Oshawott will likely break the water curse and evolve all the way into
Samurott. It's probably one of Ash's most popular Pokemon, and one of the most used, this generation.
Tepig, as see it, will reach the
Pignite stage, and
possibly reach the
Emboar stage.
As for
Snivy, I can see it staying as it is, or maybe going to the
Servine stage. I doubt it will reach
Serperior.
Based on the pattern set from past generations,
Tranquill will more than likely go to the
Unfezant stage, mayhbe in another PokeRinger.
Scraggy will likely evolve into
Scrafty, but probably not until much later in the journey, maybe at around Icirrus City.
Swadloon will evolve into
Leavanny, mainly becaujse as a Swadloon, it isn't very marketable or appealing.
I believe that Ash will eventually capture
Krokorok, and due to info about upcoming episodes, a
Palpitoad. Out of these, Palpitoad will likely evolve, whereas Krokorok will likely stay as it is. It may be a stretch, but I think that around the league, Ash will reunite with some old Pokemon, and possibly evolve
Gible.
For
Iris,
Axew will likely reach
Fraxure, and finally
Haxorus before she inevitably leaves.
Emolga and
Excadrill stay as they are, obviously. I also think that it would be interesting for her to catch a
Bagon, to possibly showcase Ruby and Sapphire remakes, but it is unlikely.
For Cilan, I can see both
Pansage and
Dwebble reaching
Simisage and
Crustle, respectively. For a capture, maybe a
Cubchoo?
For Team Rocket, I can see James catching a
Ferroseed that will become a
Ferrothorn, and Jessie getting a
Garbodor.
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